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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171038Generated: November 1, 2026

Isobutyryl chloride → N-{3-[2,3-Dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl}-isobutyramide

https://huagongshe.com/reaction/2171038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyryl chlorideHCID 62325—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-oneHCID 67467951—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-{3-[2,3-Dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl}-isobutyramideHCID 54577377—

Reaction Steps

To a stirring solution of 4-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one (Compound 191) (150 mg, 0.3916 mmol) in dichloromethane (15 mL), were added diisopropylethylamine (50 mg, 0.390 mmol) and isobutyryl chloride (41 mg, 0.391 mmol) and the resultant reaction mixture was stirred at RT for 2 h. The reaction mixture was diluted with water and extracted with dichloromethane (3×). The combined dichloromethane layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-2% methanol in dichloromethane) afforded the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-2def60e5006f4c77baffee8a28a2c3ab
Source noteuspto-grants-2015_06